14827-68-0

Basic information

• Product Name: (5-METHOXY-1H-INDOL-3-YL)(OXO)ACETIC ACID
• Synonyms: (5-METHOXY-1H-INDOL-3-YL)(OXO)ACETIC ACID;2-(5-METHOXY-1H-INDOL-3-YL)-2-OXOACETIC ACID;UKRORGSYN-BB BBV-5099423;(5-Methoxy-1H-indol-3-yl)-oxo-acetic acid ethyl ester;1H-INDOLE-3-ACETIC ACID, 5-METHOXY-α-OXO-;2-(5-Methoxy-3-indolyl)-2-oxoacetic Acid
• CAS NO: 14827-68-0
• Molecular Formula: C₁₁H₉NO₄
• Molecular Weight: 219.19
• Mol File: 14827-68-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 248 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 444.3±38.0 °C(Predicted)
• Appearance: /
• Density: 1.441±0.06 g/cm3(Predicted)
• PKA: 2.20±0.54(Predicted)
• CAS DataBase Reference: (5-METHOXY-1H-INDOL-3-YL)(OXO)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (5-METHOXY-1H-INDOL-3-YL)(OXO)ACETIC ACID(14827-68-0)
• EPA Substance Registry System: (5-METHOXY-1H-INDOL-3-YL)(OXO)ACETIC ACID(14827-68-0)

Safety Data

• Hazardous Substances Data: 14827-68-0(Hazardous Substances Data)

Usage

General Description

The chemical "(5-Methoxy-1H-indol-3-yl)(oxo)acetic acid" is a compound that contains a methoxy-indole group and an oxoacetic acid group. It is a derivative of indole, a naturally occurring compound found in some plants. This chemical may have potential biological activity due to the presence of the indole group, which is known to have various pharmacological properties. The oxoacetic acid group also suggests that it may function as a precursor or intermediate in metabolic pathways. Further research and analysis are necessary to fully understand the chemical properties and potential uses of this compound.

Upstream product

• 22424-61-9 2-[5-(benzyloxy)-1H-indol-3-yl]-2-oxoacetyl chloride 
• 51843-22-2 3-acetyl-5-methoxyindole 
• 1006-94-6 5-methoxylindole 
• 79-37-8 oxalyl dichloride 
• 2426-19-9 (5-methoxy-1H-indol-3-yl)oxoacetyl chloride 

Downstream Products

• 1383933-32-1 N-benzyl-2-(5-methoxy-1-methyl-1H-indol-3-yl)acetamide 
• 1383933-31-0 C₁₈H₁₈N₂O₂ 
• 3471-31-6 5-methoxy-1H-indole-3-acetic acid 

Relevant articles and documents

Investigation of indolglyoxamide and indolacetamide analogues of polyamines as antimalarial and antitrypanosomal agents

Pure compound screening has previously identified the indolglyoxy lamidospermidine ascidian metabolites didemnidine A and B (2 and 3) to be weak growth inhibitors of Trypanosoma brucei rhodesiense (IC50 59 and 44 μM, respectively) and Plasmodium falciparum (K1 dual drug resistant strain) (IC50 41 and 15 μM, respectively), but lacking in selectivity (L6 rat myoblast, IC50 24 μM and 25 μM, respectively). To expand the structure-activity relationship of this compound class towards both parasites, we have prepared and biologically tested a library of analogues that includes indoleglyoxyl and indoleacetic capping acids , and polyamines including spermine (PA3-4-3) and extended analogues PA3-8-3 and PA3-12-3. 7-Methoxy substituted indoleglyoxylamides were typically found to exhibit the most potent antimalarial activity (IC50 10-92 nM) but with varying degrees of selectivity versus the L6 rat myoblast cell line. A 6-methoxyindolglyoxylamide analogue was the most potent growth inhibitor of T. brucei (IC50 0.18 μM) identified in the study: it, however, also exhibited poor selectivity (L6 IC50 6.0 μM). There was no apparent correlation between antimalarial and anti-T. brucei activity in the series. In vivo evaluation of one analogue against Plasmodium berghei was undertaken, demonstrating a modest 20.9% reduction in parasitaemia.

Aryl [a] indole [2,3 - the g] and quinolizine compound, preparation method thereof, pharmaceutical compositions and uses thereof

The invention relates to an aryl [a] indole [2,3-g] quinolizine compound as well as a preparation method, a pharmaceutical composition and application thereof, and particularly relates to a aryl [a] indole [2,3-g] quinolizine compound with a novel structure as shown in a general formula (I) and a derivative, a preparation method and a pharmaceutical composition thereof and application of the aryl [a] indole [2,3-g] quinolizine compound in preparation of a drug for treating diseases related to alpha 1-adrenoreceptor and urinary system diseases, such as benign prostatic hyperplasia, uroschesis and bladder outlet obstruction, especially.

Synthetic analogs of indole-containing natural products as inhibitors of sortase A and isocitrate lyase

Guided by the inhibitory activities of indole-containing natural products against isocitrate lyase (ICL) from Candida albicans and sortase A (SrtA) from Staphylococcus aureus, a series of compounds structurally analogous to natural products were synthesized. Eight SrtA inhibitors and an ICL inhibitor having higher activities than the natural products were discovered by screening the enzyme inhibitory activities of synthesized compounds. Among the SrtA inhibitors discovered, six exhibited higher activities than p-hydroxymercuribenzoic acid, which suggests that these compounds have great potential as alternative antibacterial agents.